Cheshire County, NH Real Estate Search

Cheshire County, NH Single Family Homes for Sale

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Newest Cheshire County, NH Single Family Homes for Sale

$699,500
4 Beds 4 Baths 5085330 MLS
Set on a beautifully landscaped lot enhanced by mature plantings , this exceptional 4-bedroom, 4-bath ranch reflects years of thoughtful investment and pride of ownership. Designed and improved with long-term living in mind, every enhancement was chosen for quality, comfort, and enjoyment. The open-concept main living area is complemented by an updated kitchen featuring a double oven, vented range hood, dishwasher, refrigerator, and abundant workspace for everyday living and entertaining. A remodeled mudroom and high-speed fiber internet add modern convenience. Outdoor living is where this property truly shines. Magnificent stonework anchors the grounds, including an expansive patio, custom brick pizza oven, outdoor fireplace, brick shower wall, and extensive landscape lighting. An indoor fireplace provides a warm gathering place during New England's cooler months. The private accessory dwelling unit offers exceptional flexibility with its own entrance, balcony, bedroom, living room, kitchen, bath, and laundry, ideal for multi-generational living, guests, or income potential. Additional improvements include a detached garage with finished bonus space currently used as a game room, gym, office, and storage area; updated bathrooms with newly tiled counters and showers; replacement exterior doors; privacy fencing; sauna addition with new brick wall; new flooring; rebuilt fire pit; and a partial roof replacement. The owners renovated with permanence in mind, making substantial investments that far exceed what is reflected in today's offering price—a value proposition that would be difficult to duplicate in the current building environment. Located in desirable Rindge, this is a home that was renovated not for resale, but for owners who expected to stay, resulting in a property that offers space, flexibility, craftsmanship, and exceptional value.

803 Nh Route 119, Rindge

Listing courtesy of Michelle R Carter from Four Seasons Sotheby's International Realty. ()

$599,900
5 Beds 4 Baths 5084061 MLS
Discover the perfect blend of New England charm, modern comfort, and scenic beauty in this inviting 5 bedrooms, 3.5 baths home with over 2,600 square feet of finished living space in one of Swanzey’s most picturesque settings. From the moment you step inside, you’ll appreciate the warmth and character of the beautiful hickory hardwood floors, harvested directly from the property, creating a one of a kind connection between the home and its natural surroundings. Fresh paint throughout gives the interior a bright, refreshed feel, making this home truly move in ready. Designed for both everyday living and entertaining, the main level offers generous living space filled with charm and functionality. Upstairs, the spacious primary suite provides a relaxing retreat with its own private bath and walk in closet, while three additional bedrooms offer plenty of flexibility for family, guests, or home office needs. The finished basement is in-law suite ready as this space adds exceptional versatility, featuring a a bedroom, private living area, walk in closet, and a spa inspired bathroom, easily converted to a full in law with the addition of a kitchenette, ideal for multigenerational living, guest accommodations, or expanded living space. What truly sets this property apart is the breathtaking setting. Enjoy picturesque views of the covered bridge, peaceful river scenery, and direct access to the rail trail spanning from Keene to Hinsdale, right from your doorstep. Whether you enjoy morning walks, biking, or simply taking in the beauty of nature, this location offers a lifestyle that is hard to match. With a two stall garage, spacious layout, and a setting that perfectly balances recreation, and timeless charm, this is more than just a home; it’s a place to create lasting memories. Rarely does a property offer this much character, versatility, and natural beauty in one exceptional package. Come take a look at the Open House June 20th 11 am - 1 pm

8 Matthews Rd, Swanzey

Listing courtesy of Aimpoint Realty Group from Keller Williams Realty-Metropolitan. ()

$499,000
3 Beds 3 Baths 5083790 MLS
Exquisitely renovated and masterfully reimagined, this exceptional residence offers a rare opportunity to enjoy refined living just 0.2 miles from the pristine shores and public boat launch of Silver Lake. Every detail has been thoughtfully curated in this comprehensive transformation, seamlessly blending modern sophistication with the home’s original charm and character. The heart of the home is a designer gourmet kitchen, featuring elegant granite countertops, an expansive center island, and premium stainless steel appliances, perfectly suited for both intimate gatherings and elevated entertaining. The primary suite serves as a private sanctuary, complete with a beautifully appointed spa-inspired bath showcasing stone surfaces and a custom glass-enclosed shower. Additional living spaces are equally impressive, with two second-floor bedrooms and a versatile first-floor office or study that can effortlessly function as a guest suite. Potential configuration for ADU or In-Law suite. Designed for comfort and convenience, the home includes a second custom full bath, a stylish half bath with first-floor laundry, and all-new mechanical systems. Upgrades include new wiring, plumbing, and an efficient heating and cooling system featuring propane heat, an electric heat pump, and supplemental baseboards. Home has standby generator for added peace of mind. Warmth and ambiance abound with a pellet stove insert set within the living room’s hearth, complemented by a classic wood-burning fireplace in the formal dining room. Step outside to a newly constructed deck—an inviting space to relax and unwind in a peaceful setting. Additional enhancements include a new roof, windows, insulation, and flooring, ensuring turnkey ease for years to come. All just a short stroll to the sparkling waters of Silver Lake, this property embodies the perfect balance of luxury, comfort, and timeless New England appeal—ideal as a year-round residence or an elegant guest house for a Silver Lake home.

211 Breed Rd, Harrisville

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

$599,900
5 Beds 3 Baths 5083431 MLS
4 to 5-Bdrm, 3-Bath, Grand Greek Revival home Circa 1809 uniquely positioned to entertain and be entertained. On the village square, take-in village concerts, the sociable library nextdoor, & farmers markets. Your white picket-fenced frontyard offers a covered porch, flanked with fluted columns, pretty patio awaits on the side yard, & your fielded backyard slopes gently. The 3rd floor bell-shaped ballroom’s often noted in Fitzwilliam history. Offers 2 attics of storage space along with the newer dry basement space. Spacious home has updated utilities, potential for 1st-floor living, a tremendous amount of storage, and a kitchen propane fireplace on stonehearth. Antique features include your original wood-burning hearth in the livingroom, a gracious formal diningroom, wide-planked pumpkin pine flooring, large granite slab walkway, & original antique mouldings. While the property has been a lightly lived-in sole residence for nearly the past twenty years, it has also hosted small businesses including an antique Christmas shop and real estate office. Truly, you have found a wonderful dot-on-the-map for adventure and gracious relaxation, and an undoubtedly delightful classic New England home to call your own. More than just gorgeous scenery, you're just 20 mins to amenities in Keene & Rindge, 1/2 hour from Peterbough, & 1 hr & 40 mins to Boston Proper. That’s some view just outside your door! Did you know that Fitzwilliam Common Historic District is a part of the National Register of Historic Places? Come be a part of its history.

9 Templeton Tpke, Fitzwilliam

Listing courtesy of Mary M. Belle Isle from EXP Realty. (Cell: 603-852-0333)

$357,000
5 Beds 2 Baths 5082393 MLS
New beginnings start here. This classic 1880 New Englander sits prominently on Main Street in Marlborough, blending timeless charm with thoughtful system updates. Rich in character, the home showcases hardwood floors and original details throughout, including a striking tin ceiling in the kitchen. A spacious mudroom entry leads into the updated kitchen, complete with granite countertops, updated appliances, and an oversized pantry designed for everyday functionality. Just off the kitchen, a screened porch overlooks a private courtyard, offering the perfect setting for outdoor dining, gardening, and relaxing to the peaceful sounds of the nearby babbling brook. The flexible floor plan includes a first-floor bedroom and three-quarter bath, ideal for multigenerational living or guests. The light-filled dining room provides an inviting space for gathering, while the second floor offers multiple living areas to suit a variety of lifestyle needs. A true standout, the attached three-story barn opens the door to endless possibilities, whether for storage, workshop space, or an in-home business. Recent improvements include a newer roof, oil tank, hot water heater, and new HVAC 4 Zone heat pump offering, offering added efficiency and peace of mind. A property filled with character, versatility, and opportunity. Come experience all that this special home has to offer. Village setting, 10 minute commute to Keene and 20 minutes to Peterborough. Seller offering a $15,000 concession towards exterior painting.

291 Main St, Marlborough

Listing courtesy of Hvizda Realty Group from EXP Realty. (Cell: 603-557-6661)

$476,500
5 Beds 4 Baths 5078492 MLS
Welcome to your spacious sanctuary in the heart of Alstead! Conveniently located near the town center, this expansive home offers room for everyone and is move-in ready with a new septic installed in 2020. Sellers are motivated & ready for a quick closing. Set on a sunny lot, this beautifully maintained home features 5 bedrooms, multiple gathering spaces, and a finished walkout basement offering endless possibilities - guest space, recreation room, home office, or media area. The open-concept kitchen and dining room make entertaining easy. Relax in the cozy living room, or sip morning coffee on the covered front porch. The breezeway entry from the attached 2-car garage doubles as a mudroom space. Upstairs, you'll find generously sized bedrooms and a convenient laundry area and full bath. The standout is the primary bedroom suite—your private retreat—featuring a walk-in closet, private bathroom, and a balcony overlooking the backyard, perfect for peaceful mornings or stargazing at night. The finished lower level offers a large bonus room, walkout access to the backyard, an additional bedroom, and a half bath—ideal for guests or multi-generational living. Outside, enjoy summer afternoons in the pool, evenings on the back deck, and plenty of space for gardens or outdoor play. With newer upgrades, central air, high-speed internet availability, & a location close to Lake Warren, hiking, skiing, and snowmobile trails, this home is both a peaceful escape & aa practical everyday haven. This is a short sale, subject to third-party approval, being sold “As-Is”. Short Sale Advisors LLC, a licensed New Hampshire Debt Adjuster, has been retained by the Seller to facilitate short sale and loss mitigation negotiations with lienholders.

16 Vilas Rd, Alstead

Listing courtesy of Jill Exel from BHG Masiello Keene. ()

$1,600,000
3 Beds 2 Baths 5069723 MLS
SHOOTING STAR FARM is a private, fully equipped horse facility on 57± acres of open turnout and protective woodland. Purpose-built for breeding and training, it offers turnkey infrastructure and serenity for serious equestrian pursuits—without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chef’s kitchen overlooking the red barn’s activity. The main floor also includes an open, spacious living area w/access to a 3-season porch and deck, for warm-weather relaxation; 2 Bedrooms, and a full bath complete this level. Upstairs, find a restful primary BR with a luxurious custom bath. The walk-out lower level features 4 rooms, laundry, a wood stove, and a 2-car garage. The home's interior is being repainted now. For the horses, the c.2000 breeding barn has 12 stalls, wash stall, and a heated feed/lab/tack room, and a separate well. The centerpiece of the farm is a like-new facility with 14 stalls, indoor arena, a lovely galley kitchen, a ¾ bath with laundry, and a big office/meeting upstairs, both levels with mini splits for heat & AC. Additional amenities include a stunning granite patio w/firepit, large outdoor arena, multiple paddocks, hay storage, equipment lean-tos, and ample trailer/staff/guest parking. Off-farm riding includes miles of dirt roads and access to nearby 13,000-acre Pisgah State Park w/62 miles of trails. Shooting Star is more than a farm, t’s a lifestyle investment for those who value privacy, purpose, and the quiet satisfaction of working with horses in a setting that inspires. Just 15 mins. from Keene, NH for shopping, dining, and all services. Close to I-91, too.

484 Old Swanzey Rd, Chesterfield

Listing courtesy of Shirley Sullivan from Farms & Barns Real Estate LLC. ()

$1,995,000
6 Beds 6 Baths 5067451 MLS
***SUBSTANTIAL PRICE IMPROVEMENT! Never before lived in, this extraordinary Connecticut River estate offers a rare opportunity to own 18± private acres and 1,200± feet of pristine river frontage, complete with a sandy beach and breathtaking views. One of the last remaining undivided waterfront parcels of its kind, this newly constructed 6,400± sq ft residence blends luxury, privacy, and natural beauty in an irreplaceable setting. Designed for both everyday living and exceptional entertaining, the home features 6 bedrooms, 6.5 baths, and an accessory dwelling unit with a private entrance—ideal for multigenerational living, guests, or extended stays. Thoughtful craftsmanship is evident throughout, including 3/4” oak flooring, Marvin windows, porcelain-tiled baths, and custom cabinetry. Whether launching a boat from your shoreline, enjoying sunsets over the river, or hosting family and friends in a truly remarkable setting, this property delivers an unparalleled lifestyle rarely found in New England. A one-of-a-kind waterfront estate offering a legacy property for generations to come. A seller credit will be provided at closing for kitchen, bathroom, and closet accoutrements, offering the opportunity to personalize the finishing touches to suit your own taste and style. Competitive seller financing options available. Just 5 minutes from Brattleboro and I-91 and only 15 minutes from Keene.

30 Farr Rd, Chesterfield

Listing courtesy of TJ Kelly from Greenwald Realty Group. ()

$2,400,000
7 Beds 7 Baths 5061882 MLS
A Legacy Estate Rich with History and privacy! This Exquisite Asher Benjamin Greek Revival built in 1812 has more than 8,000 square feet across 24 rooms and 11 private acres with woods, mature plantings and a secret walled garden located at the south end of Main Street in Walpole NH. Memorable gatherings and holidays are assured with 10 fireplaces, 8 bedrooms (most with en-suite baths), high ceilings, original wide plank wood floors, glass windows and ornamental millwork, while the modernized tile bathrooms and heating system ensure comfort. The home's formal dining room, elegant library/den, and 2 sitting rooms set the stage for grand entertaining. One parlor showcases rare original "Monuments of Paris" hand-painted Dufor wallpaper also hanging at the Winterthur Museum and the Metropolitan Museum of art. The family-sized kitchen is a cook's dream with premium appliances, two ovens and a separate baking area. Direct kitchen access to a large, screen porch guarantees maximum family dining enjoyment whatever the season. This home is central to the history of Walpole, and its grandeur has only grown with time. Out front there is a majestic yellowwood tree, one of the oldest and largest in New England, planted in 1855 by Frederick Newman Knapp to honor his marriage. It brings breathtaking color in the fall and offers a forty-foot span of shade in the summer. Modern creativity also has a place here: a professional recording studio, complete with equipment elevator and direct garage access, opens doors for musicians, podcasters or producers seeking a dedicated workspace. The layout of the home lends itself to multigenerational living and guest accommodations. From grand entertaining to quiet reflections, this property has been an oasis for more than 200 years.

31 Wentworth Rd, Walpole

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()

$749,999
3 Beds 3 Baths 5007196 MLS
For those looking for privacy, views, and water access, this hilltop retreat fits the bill. Located on top of a hill overlooking 7-mile-long Highland Lake, the 25-acre property with deeded water access to a private beach offers a peaceful year-round escape. The Pierce Wildlife & Forest Reservation, 3,479 acres of permanently protected land directly abuts this property and creates a rare and very private sanctuary. The warm and inviting three-story open concept home is accessed via a long gravel driveway that was recently redone, smoothed and widened. Designed with friends and family in mind, there are plenty of gathering areas including the large kitchen, dining, living room centered by a double-sided fireplace, and highlighted by large windows that take in the beautiful views of Highland Lake. A bathroom and separate shower room with soaking tub finish the tiled first floor. The carpeted upstairs includes a half-bath and flexible space for sleeping arrangements including a primary bedroom with access to a private deck. The walkout lower level has a utility room, ½ bathroom, kitchenette, and woodstove. Two large sliders access a large brick patio that surrounds the house on three sides and features views of the lake, plenty of outdoor seating, an outdoor shower, and a small man-made waterfall/pond with glacial boulders off to the side. Available showings start April 25, 2026. Open House Sat. 4/25/2025 2-4 pm

906 Shedd Hill Rd, Stoddard

Listing courtesy of Sam Howard from LandVest, Inc./New Hampshire. ()

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